Vacation rentals in Spencertown, NY

Best vacation rentals and Airbnb offers in Spencertown, NY

Ghent Getaway, Minutes from Hudson

Apartment, Spencertown

Ghent Getaway, Minutes from Hudson is a apartment in Spencertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Ghent Getaway, Minutes from Hudson

Ghent Getaway, Minutes from Hudson is a apartment in Spencertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $967.

From$138/night

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Restored Historic 1850s Barn \"Carriage House\" Studio @ Hillsdale Town Center

Holiday Home, Spencertown

Restored Historic 1850s Barn \"Carriage House\" Studio @ Hillsdale Town Center is a holiday home in Spencertown, with pet-friendly space and parking. This stay gives travelers a comfortable…

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About Restored Historic 1850s Barn \"Carriage House\" Studio @ Hillsdale Town Center

Restored Historic 1850s Barn \"Carriage House\" Studio @ Hillsdale Town Center is a holiday home in Spencertown, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,047.

From$150/night

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Spacious 1-bedroom apartment in peaceful East Chatham with WiFi

Apartment, Spencertown

Spacious 1-bedroom apartment in peaceful East Chatham with WiFi is a apartment in Spencertown, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About Spacious 1-bedroom apartment in peaceful East Chatham with WiFi

Spacious 1-bedroom apartment in peaceful East Chatham with WiFi is a apartment in Spencertown, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, gym, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,175.

From$168/night

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Chatham Cozy Country Retreat

Holiday Home, Spencertown

Chatham Cozy Country Retreat is a holiday home in Spencertown, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Chatham Cozy Country Retreat

Chatham Cozy Country Retreat is a holiday home in Spencertown, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,303.

From$186/night

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Vacation rentals with a pool in Spencertown, NY

Add a pool to the search when you want an easy place to cool off between outings.

Scenic Hilltop Home, Hot Tub, Fireplace, Home Gym

Holiday Home, Spencertown

Scenic Hilltop Home, Hot Tub, Fireplace, Home Gym is a holiday home in Spencertown, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the…

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About Scenic Hilltop Home, Hot Tub, Fireplace, Home Gym

Scenic Hilltop Home, Hot Tub, Fireplace, Home Gym is a holiday home in Spencertown, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,506.

From$644/night

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Fantastic 2-bedroom house with AC in quaint Hillsdale.

Holiday Home, Spencertown

Fantastic 2-bedroom house with AC in quaint Hillsdale. is a holiday home in Spencertown, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable…

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About Fantastic 2-bedroom house with AC in quaint Hillsdale.

Fantastic 2-bedroom house with AC in quaint Hillsdale. is a holiday home in Spencertown, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,135.

From$734/night

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August in the Berkshires! Incredible Hillside Country House. Sleeps 10.

Holiday Home, Spencertown

August in the Berkshires! Incredible Hillside Country House. Sleeps 10. is a holiday home in Spencertown, with pool access, outdoor space, and room for a group. This stay gives travelers a…

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About August in the Berkshires! Incredible Hillside Country House. Sleeps 10.

August in the Berkshires! Incredible Hillside Country House. Sleeps 10. is a holiday home in Spencertown, with pool access, outdoor space, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, non smoking, and patio.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,781.

From$969/night

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The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

B & B, Spencertown

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood is a b & b in Spencertown, with pool access and parking. This stay gives travelers a comfortable base for…

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About The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood is a b & b in Spencertown, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free breakfast, pool, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,835.

From$453/night

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Vacation rentals with parking in Spencertown, NY

Find vacation rentals that make arriving by car easier.

NEW RENO - Historic Loft w/views of the Berkshires

Country House, Spencertown

NEW RENO - Historic Loft w/views of the Berkshires is a country house in Spencertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About NEW RENO - Historic Loft w/views of the Berkshires

NEW RENO - Historic Loft w/views of the Berkshires is a country house in Spencertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,367.

From$195/night

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NEW RENO - Chalet-style farm loft near Tanglewood

Country House, Spencertown

NEW RENO - Chalet-style farm loft near Tanglewood is a country house in Spencertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About NEW RENO - Chalet-style farm loft near Tanglewood

NEW RENO - Chalet-style farm loft near Tanglewood is a country house in Spencertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,487.

From$212/night

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Inn at Silver Maple Farm

B & B, Spencertown

Inn at Silver Maple Farm is a b & b in Spencertown, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Inn at Silver Maple Farm

Inn at Silver Maple Farm is a b & b in Spencertown, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free breakfast, free wifi, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,154.

From$275/night

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Inn at Silver Maple Farm

B & B, Spencertown

Inn at Silver Maple Farm is a b & b in Spencertown, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Inn at Silver Maple Farm

Inn at Silver Maple Farm is a b & b in Spencertown, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free breakfast, free wifi, parking, paid parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,154.

From$275/night

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Pet-friendly vacation rentals in Spencertown, NY

Bring your pet along with stays that welcome four-legged travelers.

Cozy 1-bedroom studio in serene Great Barrington with AC

Apartment, Spencertown

Cozy 1-bedroom studio in serene Great Barrington with AC is a apartment in Spencertown, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for…

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About Cozy 1-bedroom studio in serene Great Barrington with AC

Cozy 1-bedroom studio in serene Great Barrington with AC is a apartment in Spencertown, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, dryer, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $846.

From$121/night

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13 Mi to Catamount Mountain Resort: Studio w/ Deck

Apartment, Spencertown

13 Mi to Catamount Mountain Resort: Studio w/ Deck is a apartment in Spencertown, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for…

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About 13 Mi to Catamount Mountain Resort: Studio w/ Deck

13 Mi to Catamount Mountain Resort: Studio w/ Deck is a apartment in Spencertown, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,409.

From$142/night

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13 Mi to Catamount Mountain Resort: Studio w/ Deck

Apartment, Spencertown

13 Mi to Catamount Mountain Resort: Studio w/ Deck is a apartment in Spencertown, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for…

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About 13 Mi to Catamount Mountain Resort: Studio w/ Deck

13 Mi to Catamount Mountain Resort: Studio w/ Deck is a apartment in Spencertown, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,355.

From$194/night

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Saltbox-style residence in the Berkshires

Holiday Home, Spencertown

Saltbox-style residence in the Berkshires is a holiday home in Spencertown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Saltbox-style residence in the Berkshires

Saltbox-style residence in the Berkshires is a holiday home in Spencertown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,611.

From$373/night

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Vacation rentals with a kitchen in Spencertown, NY

Compare stays with kitchen access for longer trips and easier meals.

1800s Carriage house in Berkshires / Hudson Valley

Country House, Spencertown

1800s Carriage house in Berkshires / Hudson Valley is a country house in Spencertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 1800s Carriage house in Berkshires / Hudson Valley

1800s Carriage house in Berkshires / Hudson Valley is a country house in Spencertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,655.

From$236/night

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2 bedroom Riverhouse in the Heart of the Berkshires! Summer & winter coziness!

Apartment, Spencertown

2 bedroom Riverhouse in the Heart of the Berkshires! Summer & winter coziness! is a apartment in Spencertown, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About 2 bedroom Riverhouse in the Heart of the Berkshires! Summer & winter coziness!

2 bedroom Riverhouse in the Heart of the Berkshires! Summer & winter coziness! is a apartment in Spencertown, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,737.

From$248/night

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5 Minutes from The Appalachian Trail and Mount Washington. In the Berkshires!

Holiday Home, Spencertown

5 Minutes from The Appalachian Trail and Mount Washington. In the Berkshires! is a holiday home in Spencertown, with pet-friendly space and kitchen access. This stay gives travelers a…

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About 5 Minutes from The Appalachian Trail and Mount Washington. In the Berkshires!

5 Minutes from The Appalachian Trail and Mount Washington. In the Berkshires! is a holiday home in Spencertown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,805.

From$258/night

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Farm Stay at Kinderhook Farm in Valatie, New York

Holiday Home, Spencertown

Farm Stay at Kinderhook Farm in Valatie, New York is a holiday home in Spencertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Farm Stay at Kinderhook Farm in Valatie, New York

Farm Stay at Kinderhook Farm in Valatie, New York is a holiday home in Spencertown, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,989.

From$427/night

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Family-friendly vacation rentals in Spencertown, NY

Plan a trip with stays that give families more room to spread out.

Berkshire Mountain Cottage: in the Heart of the Berkshires

Cottage, Spencertown

Berkshire Mountain Cottage: in the Heart of the Berkshires is a cottage in Spencertown, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Berkshire Mountain Cottage: in the Heart of the Berkshires

Berkshire Mountain Cottage: in the Heart of the Berkshires is a cottage in Spencertown, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,876.

From$268/night

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Romantic Berkshires Cottage - Stunning Views, Pool

Cottage, Spencertown

Romantic Berkshires Cottage - Stunning Views, Pool is a cottage in Spencertown, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area,…

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About Romantic Berkshires Cottage - Stunning Views, Pool

Romantic Berkshires Cottage - Stunning Views, Pool is a cottage in Spencertown, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,065.

From$295/night

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Charming 3-bedroom house with AC, WiFi in quaint Hillsdale

Holiday Home, Spencertown

Charming 3-bedroom house with AC, WiFi in quaint Hillsdale is a holiday home in Spencertown, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base…

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About Charming 3-bedroom house with AC, WiFi in quaint Hillsdale

Charming 3-bedroom house with AC, WiFi in quaint Hillsdale is a holiday home in Spencertown, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, kids friendly, kids friendly videos or books, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,096.

From$299/night

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Pondfront Gem Minutes From Hudsons Best Shops & Cafes The Stillwater House

Cottage, Spencertown

Pondfront Gem Minutes From Hudsons Best Shops & Cafes The Stillwater House is a cottage in Spencertown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable…

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About Pondfront Gem Minutes From Hudsons Best Shops & Cafes The Stillwater House

Pondfront Gem Minutes From Hudsons Best Shops & Cafes The Stillwater House is a cottage in Spencertown, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,627.

From$387/night

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